Blue Luminescent Zn(II) and Hg(II) Complexes with 2-[4-(Dimethylamino)styryl]pyridine; Structural and Luminescent Properties

Abstract

Luminescent organic and metal coordination compounds have attracted considerable attention for their potential applications in electroluminescent displays.1 Among coordination compounds, chelate d 10 metal complexes are of great interest due to their high thermal stability and low cost as well as their good photoluminescent and electroluminescent properties. ) complexes with 2-[4-(dimethylamino)styryl] pyridine (dmasp) were prepared and their structural and luminescent properties were investigated. The dmasp ligand was of interest as it had an electron push-pull system, thereby stabilizing the π* levels and, in them, ILCT transitions could arise readily through a conjugated π system, which is also important to ILCT photoluminescent materials as well as the second-order nonlinear optical (NLO) materials. 6 Experimental Synthesis of Zn(dmasp)2Cl2 (1).To a stirred solution of 2-[4-(dimethylamino)styryl]prydine (449 mg, 2.0 mmol) in methanol (15 mL) was added with a solution of ZnCl2 (272 mg, 2.0 mmol) in methanol (5 mL). The reaction mixture was stirred for 12 hr at room temperature. After filtering, the yellow precipitate was collected. Light yellow crystals of 1 were obtained by slow evaporation in a dichloromethane solution. as an internal reference. The absorption (UV-Vis) and photoluminescence (PL) spectra were measured by a Jasco V-570 UV-Vis spectrophotometer and a Hitachi F-4500 fluorescence spectrophotometer, respectively, from 200 to 800 nm. Cyclic voltammetry (CV) experiments were performed on a Bioanalytical Systems CV-50W voltammetric analyzer in a 0.1 M solution of tetrabutylammonium tetrafluoroborate (Bu4NBF4). The Pt disk electrode, Ag/AgNO3 (0.1 M) electrode and Pt electrode were used as the working, reference and counter electrodes, respectively, at a scan rate of 100 mV/s, and ferrocene was used as a reference. Thermal analyses were carried out on a Metler Toledo TGA/DTA 815 analyzer under a nitrogen atmosphere at a heating rate of 10 o C/min. Crystallography. X-ray intensity data were collected at room temperature on a Bruker SMART APEX-II CCD diffractometer using graphite monochromated Mo Kα radiation (λ = 0.71073 Å). Structure was solved by applying the direct method using a SHELXS-97 and refined by a full-matrix least-squares calculation on F 2 using SHELXL-97. All non-hydrogen atoms were refined anisotropically. All hydrogen atoms were placed in ideal positions and were riding on their respective carbon atoms (Biso = 1.2 Beq and 1.5 Beq). Crystal data for 1: C30H32Cl2 N4Zn, Mw = 584.87, Monoclinic, P21/n, a = 14.108 (2)

A novel polybenzoxazine containing styrylpyridine structure via the Knoevenagel reaction

“…Poly(MPBC) cured at 160°C (line b) and 200°C (line d), with backbone primarily consisting of Mannich bridge (Scheme , structure I), displayed a PL emission at about 489 nm from polybenzoxazine. After cured at 250°C, as detailed in Scheme , structures II and III, poly(MPBC) displayed an additional PL emission at about 567 nm, which should be contributed to the styrylpyridine structure generated from the Knoevenagel reaction …”